Category Archives: Sailing Jokes

A terrible skipper was going back and forth through the anchorage, searching for a place to drop the hook before dark. Looking up to heaven he said, “Lord take pity on me. If you find me a good spot, I … Read more

A thirsty sailor runs from his boat to the nearest bar and shouts to the bartender, “Give me twenty shots of your best scotch, quick!” The bartender pours out the shots, and the sailor drinks them as fast as he … Read more

An ambitious I.T. Manager finally decided to take a vacation. He booked himself on a Caribbean cruise and proceeded to have the time of his life. …at least for a while. A hurricane came unexpectedly. The ship went down and … Read more

Once upon a time there was a famous sea captain. This captain was very successful at what he did for years he guided merchant ships all over the world. Never did stormy seas or pirates get the best of him. … Read more